CN101180290B - 氢化苯并〔c〕噻吩衍生物作为免疫调节剂 - Google Patents
氢化苯并〔c〕噻吩衍生物作为免疫调节剂 Download PDFInfo
- Publication number
- CN101180290B CN101180290B CN2006800172389A CN200680017238A CN101180290B CN 101180290 B CN101180290 B CN 101180290B CN 2006800172389 A CN2006800172389 A CN 2006800172389A CN 200680017238 A CN200680017238 A CN 200680017238A CN 101180290 B CN101180290 B CN 101180290B
- Authority
- CN
- China
- Prior art keywords
- ethyl
- dimethyl
- hydroxyl
- thiophene
- benzo
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 0 CC(C)=C(C*(*)(C*)C1)C1=C(C)*(C)=O Chemical compound CC(C)=C(C*(*)(C*)C1)C1=C(C)*(C)=O 0.000 description 13
- LSHQIZOAOKLDDC-UHFFFAOYSA-N CC1(C)Cc2c(CO)[s]c(C(O)=O)c2CC1 Chemical compound CC1(C)Cc2c(CO)[s]c(C(O)=O)c2CC1 LSHQIZOAOKLDDC-UHFFFAOYSA-N 0.000 description 1
- JUOQWVPAQXUFLZ-UHFFFAOYSA-N CC1(C)Cc2c(OC)[s]c(C(CCc(cc3C)cc(C)c3O)=O)c2CC1 Chemical compound CC1(C)Cc2c(OC)[s]c(C(CCc(cc3C)cc(C)c3O)=O)c2CC1 JUOQWVPAQXUFLZ-UHFFFAOYSA-N 0.000 description 1
- KDLKPNIAEABKRK-UHFFFAOYSA-N CC1=CNN=C(C)O1 Chemical compound CC1=CNN=C(C)O1 KDLKPNIAEABKRK-UHFFFAOYSA-N 0.000 description 1
- ORORVWURBHNISC-UHFFFAOYSA-N CC1Cc2c[s]c(C(C)=O)c2CC1 Chemical compound CC1Cc2c[s]c(C(C)=O)c2CC1 ORORVWURBHNISC-UHFFFAOYSA-N 0.000 description 1
- CRGGJVWWPDZAHH-MDZDMXLPSA-N CCC1(CC)Cc2c(CC)[s]c(C(/C=C/c(cc3C)cc(C)c3O)=O)c2CC1 Chemical compound CCC1(CC)Cc2c(CC)[s]c(C(/C=C/c(cc3C)cc(C)c3O)=O)c2CC1 CRGGJVWWPDZAHH-MDZDMXLPSA-N 0.000 description 1
- GZVDVOGYWXWSKD-UHFFFAOYSA-N CCc1c(CC(C)(C)CC2)c2c(-c2nc(-c3ccc(CO)cc3)n[o]2)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(-c2nc(-c3ccc(CO)cc3)n[o]2)[s]1 GZVDVOGYWXWSKD-UHFFFAOYSA-N 0.000 description 1
- CWWODGYDGSXGKO-BQYQJAHWSA-N CCc1c(CC(C)(C)CC2)c2c(C(/C=C/c(cc2C)cc(C)c2O)=O)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(C(/C=C/c(cc2C)cc(C)c2O)=O)[s]1 CWWODGYDGSXGKO-BQYQJAHWSA-N 0.000 description 1
- YNAHCMHGLFVYHC-ZHACJKMWSA-N CCc1c(CC(C)(C)CC2)c2c(C(/C=C/c2cc(CC)c(CCCO)c(C)c2)=O)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(C(/C=C/c2cc(CC)c(CCCO)c(C)c2)=O)[s]1 YNAHCMHGLFVYHC-ZHACJKMWSA-N 0.000 description 1
- VZJCFNLGSYFNIT-UHFFFAOYSA-N CCc1c(CC(C)(C)CC2)c2c(C(C)=O)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(C(C)=O)[s]1 VZJCFNLGSYFNIT-UHFFFAOYSA-N 0.000 description 1
- JCQQMJXCRNLVIT-UHFFFAOYSA-N CCc1c(CC(C)(C)CC2)c2c(C(CCc(cc2C)cc(C)c2NCC(CO)O)=O)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(C(CCc(cc2C)cc(C)c2NCC(CO)O)=O)[s]1 JCQQMJXCRNLVIT-UHFFFAOYSA-N 0.000 description 1
- WZNXCJYILYQLJF-UHFFFAOYSA-N CCc1c(CC(C)(C)CC2)c2c(C(CCc2cc(C)c(CCCN)c(C)c2)=O)[s]1 Chemical compound CCc1c(CC(C)(C)CC2)c2c(C(CCc2cc(C)c(CCCN)c(C)c2)=O)[s]1 WZNXCJYILYQLJF-UHFFFAOYSA-N 0.000 description 1
- OAIDQOWHHWSNLY-UHFFFAOYSA-N CCc1c(CCC(O)=O)c(C)cc(C(NO)=N)c1 Chemical compound CCc1c(CCC(O)=O)c(C)cc(C(NO)=N)c1 OAIDQOWHHWSNLY-UHFFFAOYSA-N 0.000 description 1
- OFDQUWSARBQDCV-UHFFFAOYSA-N CCc1c(CCC(O)=O)c(C)cc(C=O)c1 Chemical compound CCc1c(CCC(O)=O)c(C)cc(C=O)c1 OFDQUWSARBQDCV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/72—Benzo[c]thiophenes; Hydrogenated benzo[c]thiophenes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- A61K31/381—Heterocyclic compounds having sulfur as a ring hetero atom having five-membered rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/14—Drugs for disorders of the endocrine system of the thyroid hormones, e.g. T3, T4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D333/78—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems condensed with rings other than six-membered or with ring systems containing such rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Rheumatology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Transplantation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP2005003071 | 2005-03-23 | ||
| EPPCT/EP2005/003071 | 2005-03-23 | ||
| PCT/IB2006/050845 WO2006100631A1 (en) | 2005-03-23 | 2006-03-20 | Hydrogenated benzo (c) thiophene derivatives as immunomodulators |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101180290A CN101180290A (zh) | 2008-05-14 |
| CN101180290B true CN101180290B (zh) | 2012-12-12 |
Family
ID=36592888
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006800172389A Expired - Fee Related CN101180290B (zh) | 2005-03-23 | 2006-03-20 | 氢化苯并〔c〕噻吩衍生物作为免疫调节剂 |
Country Status (26)
| Country | Link |
|---|---|
| US (2) | US7723378B2 (hr) |
| EP (1) | EP1863787B1 (hr) |
| JP (1) | JP5047941B2 (hr) |
| KR (1) | KR101382733B1 (hr) |
| CN (1) | CN101180290B (hr) |
| AR (1) | AR053452A1 (hr) |
| AT (1) | ATE510831T1 (hr) |
| AU (1) | AU2006226018B2 (hr) |
| BR (1) | BRPI0609515A8 (hr) |
| CA (1) | CA2602474C (hr) |
| CY (1) | CY1111767T1 (hr) |
| DK (1) | DK1863787T3 (hr) |
| ES (1) | ES2365747T3 (hr) |
| HR (1) | HRP20110613T1 (hr) |
| IL (1) | IL186148A (hr) |
| MX (1) | MX2007011670A (hr) |
| MY (1) | MY147949A (hr) |
| NO (1) | NO340192B1 (hr) |
| NZ (1) | NZ562562A (hr) |
| PL (1) | PL1863787T3 (hr) |
| PT (1) | PT1863787E (hr) |
| RU (1) | RU2412179C2 (hr) |
| SI (1) | SI1863787T1 (hr) |
| TW (1) | TWI402262B (hr) |
| WO (1) | WO2006100631A1 (hr) |
| ZA (1) | ZA200709088B (hr) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4678139B2 (ja) * | 2004-05-10 | 2011-04-27 | トヨタ自動車株式会社 | 自動車の暖房制御システム |
| WO2006010379A1 (en) | 2004-07-29 | 2006-02-02 | Actelion Pharmaceuticals Ltd. | Novel thiophene derivatives as immunosuppressive agents |
| BRPI0609665A2 (pt) * | 2005-03-23 | 2010-04-20 | Actelion Pharmaceuticals Ltd | composto, composição farmacêutica, e, uso de um composto |
| US7605269B2 (en) * | 2005-03-23 | 2009-10-20 | Actelion Pharmaceuticals Ltd. | Thiophene derivatives as Sphingosine-1-phosphate-1 receptor agonists |
| KR20080024533A (ko) * | 2005-06-24 | 2008-03-18 | 액테리온 파마슈티칼 리미티드 | 신규한 티오펜 유도체 |
| AR057894A1 (es) | 2005-11-23 | 2007-12-26 | Actelion Pharmaceuticals Ltd | Derivados de tiofeno |
| TWI404706B (zh) * | 2006-01-11 | 2013-08-11 | Actelion Pharmaceuticals Ltd | 新穎噻吩衍生物 |
| US8178562B2 (en) | 2006-01-24 | 2012-05-15 | Actelion Pharmaceuticals, Ltd. | Pyridine derivatives |
| TWI408139B (zh) | 2006-09-07 | 2013-09-11 | Actelion Pharmaceuticals Ltd | 新穎噻吩衍生物 |
| KR101470659B1 (ko) | 2006-09-07 | 2014-12-08 | 액테리온 파마슈티칼 리미티드 | 면역조절제로서 피리딘-4-일 유도체 |
| EP2069335B1 (en) * | 2006-09-08 | 2012-12-26 | Actelion Pharmaceuticals Ltd. | Pyridin-3-yl derivatives as immunomodulating agents |
| US8044076B2 (en) | 2006-09-21 | 2011-10-25 | Actelion Pharmaceuticals Ltd. | Phenyl derivatives and their use as immunomodulators |
| JP2010521450A (ja) | 2007-03-16 | 2010-06-24 | アクテリオン ファーマシューティカルズ リミテッド | Ｓ１ｐ１／ｅｄｇ１受容体アゴニストとしてのアミノ−ピリジン誘導体 |
| MX2010005889A (es) * | 2007-12-10 | 2010-06-22 | Actelion Pharmaceuticals Ltd | Derivados de tiofeno como agonistas de s1p1/edg1. |
| PE20091339A1 (es) * | 2007-12-21 | 2009-09-26 | Glaxo Group Ltd | Derivados de oxadiazol con actividad sobre receptores s1p1 |
| JP5411877B2 (ja) * | 2008-03-06 | 2014-02-12 | アクテリオン ファーマシューティカルズ リミテッド | ピリジン化合物 |
| ES2414533T3 (es) * | 2008-03-07 | 2013-07-19 | Actelion Pharmaceuticals Ltd. | Derivados Piridin-2-ilo como agentes inmunomoduladores |
| ES2617628T5 (es) | 2008-03-17 | 2020-06-01 | Actelion Pharmaceuticals Ltd | Régimen de dosificación para un agonista selectivo del receptor de S1P1 |
| KR20180023049A (ko) | 2008-07-23 | 2018-03-06 | 아레나 파마슈티칼스, 인크. | 자가면역성 및 염증성의 장애의 치료에 유용한 치환된 1,2,3,4-테트라히드로시클로펜타[ｂ]인돌-3-일)아세트산 유도체 |
| PT2342205T (pt) | 2008-08-27 | 2016-07-28 | Arena Pharm Inc | Derivados de ácido tricíclico substituído como agonistas de recetor s1p1 úteis no tratamento de distúrbios autoimunes e inflamatórios |
| EP2389377B1 (en) | 2009-01-23 | 2014-07-16 | Bristol-Myers Squibb Company | Substituted oxadiazole derivatives as s1p agonists in the treatment of autoimmune and inflammatory diseases |
| WO2010085581A1 (en) | 2009-01-23 | 2010-07-29 | Bristol-Myers Squibb Company | Substituted oxadiazole derivatives as s1p agonists in the treatment of autoimmune and inflammatory diseases |
| EP2382211B1 (en) | 2009-01-23 | 2012-12-19 | Bristol-Myers Squibb Company | Pyrazole-i, 2, 4 -oxad iazole derivatives as s.phing0sine-1-ph0sphate agonists |
| CN102471328B (zh) | 2009-07-16 | 2015-04-01 | 埃科特莱茵药品有限公司 | 吡啶-4-基衍生物 |
| US8399451B2 (en) | 2009-08-07 | 2013-03-19 | Bristol-Myers Squibb Company | Heterocyclic compounds |
| WO2011094008A1 (en) | 2010-01-27 | 2011-08-04 | Arena Pharmaceuticals, Inc. | Processes for the preparation of (r)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclopenta[b]indol-3-yl)acetic acid and salts thereof |
| ES2558087T3 (es) | 2010-03-03 | 2016-02-01 | Arena Pharmaceuticals, Inc. | Procesos para la preparación de moduladores del receptor S1P1 y formas cristalinas de los mismos |
| CN103237795B (zh) | 2010-09-24 | 2015-10-21 | 百时美施贵宝公司 | 经取代的噁二唑化合物及其作为s1p1激动剂的用途 |
| SG191742A1 (en) | 2011-01-19 | 2013-08-30 | Actelion Pharmaceuticals Ltd | 2-methoxy-pyridin-4-yl derivatives |
| WO2014009872A1 (en) | 2012-07-09 | 2014-01-16 | Lupin Limited | Tetrahydroquinazolinone derivatives as parp inhibitors |
| CN104540800B (zh) | 2012-08-17 | 2017-05-10 | 埃科特莱茵药品有限公司 | 制备(2z,5z)‑5‑(3‑氯‑4‑((r)‑2,3‑二羟基丙氧基)苯亚甲基)‑2‑(丙亚氨基)‑3‑(邻甲苯基)噻唑烷‑4‑酮的方法及在该方法中所用的中间产物 |
| EP4445956A2 (en) | 2015-01-06 | 2024-10-16 | Arena Pharmaceuticals, Inc. | Compound for use in treating conditions related to the s1p1 receptor |
| EP3298008B1 (en) | 2015-05-20 | 2019-11-20 | Idorsia Pharmaceuticals Ltd | Crystalline form of the compound (s)-3-{4-[5-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-2-ethyl-6-methyl-phenoxy}-propane-1,2-diol |
| US10111841B2 (en) | 2015-06-19 | 2018-10-30 | University Of South Florida | Stabilization of alcohol intoxication-induced cardiovascular instability |
| WO2016209809A1 (en) | 2015-06-22 | 2016-12-29 | Arena Pharmaceuticals, Inc. | Crystalline l-arginine salt of (r)-2-(7-(4-cyclopentyl-3-(trifluoromethyl)benzyloxy)-1,2,3,4-tetrahydrocyclo-penta[b]indol-3-yl)acetic acid(compound1) for use in sipi receptor-associated disorders |
| WO2018151873A1 (en) | 2017-02-16 | 2018-08-23 | Arena Pharmaceuticals, Inc. | Compounds and methods for treatment of primary biliary cholangitis |
| MA47503A (fr) | 2017-02-16 | 2021-04-21 | Arena Pharm Inc | Composés et méthodes pour le traitement de maladies inflammatoires chroniques de l'intestin avec manifestations extra-intestinales |
| KR20210074291A (ko) | 2018-09-06 | 2021-06-21 | 아레나 파마슈티칼스, 인크. | 자가면역 및 염증성 장애의 치료에 유용한 화합물 |
| KR20240018890A (ko) | 2022-08-03 | 2024-02-14 | 이진수 | 절개선을 갖는 종이 원단의 연신 특성을 이용한 과일 트레이 제조방법 및 이로부터 제조된 친환경 과일 트레이 |
| KR20240078837A (ko) | 2022-11-28 | 2024-06-04 | 이진수 | 폐지를 활용한 임산물 트레이 제조방법 및 이로부터 제조된 친환경 임산물 트레이 |
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| US1989480A (en) * | 1932-06-27 | 1935-01-29 | Associated Patents Inc | Process of preparing cereal foods |
| US2000615A (en) * | 1935-03-04 | 1935-05-07 | Chester H Roth | Hosiery |
| FR2599740B1 (fr) * | 1986-06-05 | 1988-08-12 | Rhone Poulenc Sante | Derives de benzo(b)thiophene de benzo(b)furannecarboxamides, leurs procedes de preparation et les medicaments les contenant |
| US4963557A (en) | 1987-09-28 | 1990-10-16 | Smithkline Beecham Corporation | Immunomodulatory azaspiranes |
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| BRPI0609665A2 (pt) | 2005-03-23 | 2010-04-20 | Actelion Pharmaceuticals Ltd | composto, composição farmacêutica, e, uso de um composto |
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| GB0601744D0 (en) | 2006-01-27 | 2006-03-08 | Novartis Ag | Organic compounds |
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